organic transformations catalyzed by proline and its derivatives

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1、ORGANICTRANSFORMATIONSCATALYZEDBYPROLINEANDITSDERIVATIVESThethesisdealswiththedevelopmentofnewmethodologiesfortheformationofC-CandC-Nbondformationreactionsandsynthesisofbiologicallyactivemoleculesusingprolineanditsderivatives.Thefirstchapterdetailstheimportanceofasymmetriccatalysisandchiral

2、ligandswhichareusedaschiralbackbonesinasymmetriccatalysisandorganocatalystsencounteredintheconventionalhomogeneousprocesses.Themostimportantorganocatalystisproline.Theapplicationsoftheprolinearedescribedinthefirstchapter.Chapter2describestheprolinecatalyzedasymmetrictwoandthreecomponentands

3、elfMannichreactionofpropanalunderultrasonicconditions.Chapter3describestheprolinecatalyzedasymmetricMichaeladditionofunmodifiedketonesandaldehydeswithnitrostyrenesacceleratedbytriethylamine.Chapter4isdividedintotwosections;sectionAdealswiththesynthesisof(+)-epi-cytoxazoneand(-)-cytoxazonevi

4、aprolinecatalyzedasymmetricMannichreaction.SectionBdescribestheprolinecatalyzedselectiveoxidationofsulfidestosulfoxidesusingL-prolineascatalystandH2O2asanoxidant.Chapter5isdividedintotwosections;sectionAdealswiththeN-BocprolinepromotedCuIcatalyzedN-arylationofheterocycleswitharylhalides.Sec

5、tionBdescribestheCuIcatalyzedS-arylationofarylthiolswitharylhalides.CHAPTER-I:IntroductionThischapterdescribestheareaofasymmetriccatalysismediatedbymetalcomplexesandmetalfreecatalystsinhomogeneousconditions.Inthischapter,chirality,enantiomericcompoundsaredescribed.Theimportanceofasymmetrics

6、ynthesisandroleoforganocatalystsinasymmetricsynthesisishighlighted.Variouschiralligandsaredescribedincombinationwithdifferentmetalsforvariousasymmetricorganictransformations.Theimportanceoforganocatalystsforasymmetricsynthesisandthenecessitytodevelopenvironmentallycleanercatalyticmethodolog

7、iesishighlighted.Reactionintermediatessuchasenamine,xiiiminium,acylammoniumionandcarbenenucleophilesaredescribed.Importantlyprolinecatalyzedasymmetricaldol,MannichandasymmetricMichaeladditionsaredescribed.CHAPTER-II:ProlinecatalyzedasymmetricMannichreact